0243Pb48an-08.cwk (WP)

0243Pb48an-08.cwk (WP) - reactions come right out of the...

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Answers to Problem 48, Chemistry 0243 - 2009 Remember to ALWAYS, ALWAYS do synthesis problems backward. In part (a) there are, in principle, two ways to do this one. O O L S N 2 L O (reaction 1) (reaction 2) S N 2 L = leaving group Reaction (1) is far better as the required S N 2 reaction will be much much faster than the one in Reaction 2 (why?????). So we ll work that one out. We need to make the alkoxide and transform propene into a molecule with a leaving group on the primary carbon. Both
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Unformatted text preview: reactions come right out of the chapter. OH TsCl O OTs OH NaH OTs O O H 3 O + /H 2 O (Chapter s3 and 7) (Chapter 7) (Chapter 7) + S N 2 Synthesis of the second molecule admits no choices similar to those available in the first part (Why not????). So we must do it this way: O OTs NaH OH O + S N 2 (from first part)...
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This note was uploaded on 03/02/2010 for the course CHEM orgo taught by Professor Jones during the Fall '10 term at NYU.

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0243Pb48an-08.cwk (WP) - reactions come right out of the...

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